furan-2-carbohydrazide

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Compound ee was obtained using 5-ethoxycarbonyl-4-chloro-2-methylthiopyrimidine and 2-furoic hydrazide in the same manner as in Reference Example 19. Compound ee was obtained

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A suspension of 85.0 g (0.32 mol) 2-(phenylsulfonyl)-ethanimidic acid ethyl ester hydrochloride in 700 ml chloroform was treated with 320 ml 1N aqueous sodium hydoxide. 100 ml of a saturated aqueous sodiumbicarbonate solution was added and the mixture was extracted with chloroform. The extracts were combined and dried with sodium sulfate and the solvents were distilled off under reduced pressure. The resulting colorless oil was stirred together with 42.6 g (0.34 mol) 2-furancarboxylic acid hydrazide in 600 ml chloroform for 24 hours at 50° C. The resulting precipitate was filtered off and dried. A quantitative yield of furan-2-carboxylic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide was obtained as pale crystals, mp. 195° C. (decomposition), MS m/e (%): 308 (M+H+, 100). the mixture was extracted with chloroform dried with sodium sulfate the solvents were distilled off under reduced pressure The resulting precipitate was filtered off dried

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A suspension of 85.0 g (0.32 mol) 2-(phenylsulfonyl)-ethanimidic acid ethyl ester hydrochloride in 700 ml chloroform was treated with 320 ml 1N aqueous sodium hydoxide. 100 ml of a saturated aqueous sodiumbicarbonate solution was added and the mixture was extracted with chloroform. The extracts were combined and dried with sodium sulfate and the solvents were distilled off under reduced pressure. The resulting colorless oil was stirred together with 42.6 g (0.34 mol) 2-furancarboxylic acid hydrazide in 600 ml chloroform for 24 hours at 50° C. The resulting precipitate was filtered off and dried. A quantitative yield of furan-2-carboxylic acid (1-amino-2-benzenesulfonyl-ethylidene)-hydrazide was obtained as pale crystals, mp. 195° C. (decomposition), MS m/e (%): 308 (M+H+, 100). the mixture was extracted with chloroform dried with sodium sulfate the solvents were distilled off under reduced pressure The resulting precipitate was filtered off dried